WO1999018785A1 - Methode et composition - Google Patents
Methode et composition Download PDFInfo
- Publication number
- WO1999018785A1 WO1999018785A1 PCT/AU1998/000852 AU9800852W WO9918785A1 WO 1999018785 A1 WO1999018785 A1 WO 1999018785A1 AU 9800852 W AU9800852 W AU 9800852W WO 9918785 A1 WO9918785 A1 WO 9918785A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- comonomer
- alternating copolymer
- alternating
- formulation
- dispersant
- Prior art date
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
- A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/12—Powders or granules
- A01N25/14—Powders or granules wettable
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
Definitions
- the present invention relates generally to dispersants, for use in agricultural applications, in particular the present invention relates to methods for the dispersion of insoluble material with copolymeric dispersants which dispersions are formed with improved dispersibility .and show improved suspensibility.
- the present invention also relates to methods of producing dispersible formulations, the formulations per se and methods of treating substrates with dispersions produced from such formulations.
- the active principles in many agricultural applications are largely hydrophobic or water insoluble in character and are, by necessity, often administered as finely divided solids suspended in aqueous media.
- the majority of these active principles are manufactured and marketed in concentrated form, possibly with the addition of other insoluble inert fillers, which are then diluted prior to application.
- the active principle is typically available in the form of a suspension concentrate (SC), wettable powder (WP) or water dispersible granule (WG).
- SC suspension concentrate
- WP wettable powder
- WG water dispersible granule
- a suitable dispersant is essential in order to achieve .an homogenous dispersion with a minimum of mixing, such as may be achieved readily by hand or with minimal mechanical mixing.
- the resulting suspension must remain stable for a time sufficient, at least, to allow application by usual means such as spraying. Any settling, agglomeration or flocculation of the finely divided solid may lead to inconsistent and ineffective application as well as blockage of the spraying equipment. It is therefore necessary to provide a dispersant which provides easy and homogenous dispersion and results in a suspension which maintains its stability during the application of the aqueous dispersion. Effective dispersants for use in these applications ideally provide a suspension with acceptable
- Pesticides Analytical Council defines methods that can be used for determining acceptable suspensibility (MT 15.1) and degree of agglomeration (MT 59.3).
- dispersible granule (WG) formulations generally require the addition of standard dispersant
- copolymer surfactants based on an hydrophobic moiety plus ethyleneoxide. Also used are
- anionic surfactants used include sulphonated derivatives of arylformaldehyde
- Dispers.ants for WP and WG formulations are usually limited by the requirement that the
- dispersant be solid at ambient temperatures, be non-gelling and not dissolve the active
- anionic dispersants are preferred.
- Known effective disperses for WP .and WG formulations are preferred.
- sulphonated alkylnaphth ene/formaldehyde condensate salts include sulphonated alkylnaphth ene/formaldehyde condensate salts and lignosulfonate salts.
- EP 201417 describes the use of
- JP 62036302 describes
- copolymers having a molecular weight range of from 5000-20000 for use with granular
- a method of dispersing an insoluble material in an aqueous solution comprising the following steps:
- agrochemical formulation comprising the steps of:
- a method of making an agrochemical formulation comprising the steps of:
- formulation comprising at least one insoluble material and at least one dispersant comprising
- dispersant comprising a water soluble agriculturally acceptable derivative of an
- alternating copolymer comprises at least one first comonomer residue according to
- the dispersants for use in the present invention are based on alternating copolymers. It will be understood that the dispersants for use in the present invention are based on alternating copolymers. It will be understood that the dispersants for use in the present invention are based on alternating copolymers. It will be understood that the dispersants for use in the present invention are based on alternating copolymers. It will be understood that the dispersants for use in the present invention are based on alternating copolymers. It will be found in the present invention.
- alternating copolymers may be prepared by the careful selection of comonomers and reaction conditions. As is well known in the art, often
- the temperature and type of solvent can influence whether an
- copolymers having first and second comonomer residues according to formulae I and II
- the alternating, or substantially alternating character, of the copolymers is believed to be of
- the alternating copolymer may contain additional comonomer residues.
- the alternating copolymer may contain additional comonomer residues.
- the dispersants are agriculturally acceptable salts or water-soluble agriculturally acceptable
- salts include alkali metal salts such as the sodium or potassium salt of the alternating
- ammonium salts which contain significant levels of by-products appear to have some limitations on their use since they have been found to be unsuitable in some WG formulations. While not wishing to be bound by theory, it is believed that they appear to interfere with disintegration of the granule and lead to formation of non-dispersing
- the alternating copolymer may be provided in the formulation in addition to a
- the amount of suitable cations is sufficient to provide optimum dispersant
- the anhydride of the alternating copolymer is not generally soluble in water. However, we
- the free acid shows a degree of solubility in water.
- the free acid shows a degree of solubility in water.
- formulation may contain the free acid of the alternating copolymer (in the absence of any
- a cation source may be provided in a separate addition to the
- cation sources may be selected so as
- Cation sources suitable for incorporation into either the formulation or the aqueous medium are suitable for incorporation into either the formulation or the aqueous medium.
- sources of agriculturally acceptable cations such as alkali metal cations.
- sources of agriculturally acceptable cations such as alkali metal cations.
- the cation source is selected from the group consisting of alkaline salts such as carbonates,
- soluble agriculturally acceptable derivatives of the alternating copolymer include
- polyethyleneoxy derivatives poly ethylenegly col derivatives, polyamide derivatives and
- polyvinyl alcohol derivatives By water-soluble it is meant that the derivatives of the
- alternating copolymer are at least partially water-soluble at ambient temperatures.
- Other water-soluble derivatives of the alternating copolymer are also useful in the present invention.
- the preferred molecular weights of the alternating copolymers are in the range of from 1000
- dispersant performance when compared to conventionally used dispersants such as sulphonated alkylnaphthalene formaldehyde condensate salts.
- anhydride derivatives such as those derived from n-octene and n-decene also yielded unstable
- agriculturally acceptable salts of alternating copolymers of this invention may give acceptable
- alkyl substituted and unsubstituted sulfonated naphthalene formaldehyde condensate salts alkyl substituted and unsubstituted phenol formaldehyde condensate salts
- lignosulphonate salts polyacrylate salts, and other olefin-unsaturated carboxylic acid copolymer derivatives.
- insoluble materials such as active principals are delivered in aqueous suspension.
- Active principals such as those used in WP, WG and SC formulations are generally insoluble at ambient temperatures.
- Water insoluble materials which may advantageously be used in WP, WG and SC formulations include herbicides, insecticides, fungicides, biocides, molluscicides, algaicides, plant growth regulators, anthelmintics, rodenticides, nematocides, acaricides, amoebicides, protozoacides, crop safeners and adjuvants.
- Examples of such actives commonly granulated or made as powders in agriculture include: triazine herbicides such as simazine, atrazine, terbuthylazine, terbutryn, prometryn and ametryn, urea herbicides such as diuron and fluometron, sulphonyl urea herbicides such as chlorsulfuron, metsulfuron methyl, nicosulfuron .and triasulfuron, sulphonanilide herbicides such as flumetsulam, organophosphate insecticides such as azinphos methyl, chlorpyrifos, sulprofos and azamethiphos, carbamate insecticides such as aldicarb, bendiocarb, carbaryl .and BPMC, synthetic pyrethroids such as bifenthrin, as well as various types of fungicides including dimethomorph, benomyl, carbendazim, mancozeb
- fertilizers and also water soluble active principles may use water dispersible formulations either by addition of inert carriers for convenience in handling or to aid in a controlled release formulation.
- insoluble materials are used in agricultural applications including fillers and carriers, for example but not limited to, natural and synthetic silicates and silicate minerals, mineral oxides and hydroxides and also natural and synthetically derived organic materials. Such materials may be added as porous carriers, as moisture inhibition agents, to aid binding or agglomeration properties of a formulation or simply to fill a formulation to a convenient weight.
- fillers may include natural silicates such as diatomacious earth, synthetic precipitated silicas, clays such as kaolin, attapulgites and bentonites, zeolites, titanium dioxide, iron oxides and hydroxides, aluminium oxides and hydroxides, or organic materials such as bagasse, charcoal, or synthetic organic polymers. These other insoluble materials may be readily dispersed in accordance with the present invention.
- An additional agent conventionally used in combination with dispersants used in the above formulations is a surfactant wetting agent.
- the role of the wetting agent in the case of SC formulations is to aid removal of air from particle surfaces during manufacture and to aid dilution in water.
- the role of the wetter may be to aid penetration of the solids into water, while in the case of WG formulations it may aid penetration of the granules into water and aid disintegration of granules back to primary particle size.
- the dispersant may itself function as a suitable wetting agent while in others the dispersant may show an antagonistic effect on the wetter.
- At least one surfactant wetting agent may be selected from the group consisting of an alkylpolysaccharide; di or mono alkyl sulphosuccinate derivative; a nonionic surfactant loaded onto an inert silicate carrier; and a non-ionic surfactant delivered in the form of a urea surfactant complex.
- the step of dispersing the formulation in an aqueous medium may be achieved by any convenient means dependent on the nature of the formulation. It is desirable that the dispersion of the formulation in an aqueous solution may be conducted either by hand or with a minimum of mechanical agitation. Mechanical agitation may include stirring, mixing, blending and other similar processes.
- the suspension of insoluble material in aqueous medium will be typically used for the
- suspension onto the substrate may be achieved by any convenient means, including spraying,
- Granules are generally dispersed in water prior to being sprayed by the farmer.
- Farm sprays may be as a small back-pack handspray or a large boom spray or other convenient means. Aerial spraying is also sometimes used.
- Formulations of the present invention may also be applied to the substrate directly, prior to
- formulations provide a stable aqueous dispersion of finely milled insoluble hydrophobic
- dispersion can be measured by means of a suspensibility test as described by the CIPAC test
- the degree to which particles may be aggregated is often measured by a wet
- WP formulations are produced by milling the active principle either alone or in
- the milled material is then dry blended with a surfactant wetter, and/or dispersant if not already present or with additional dispersants and/or
- a formulation will desirably have a wettability of less than 1 minute and
- fillers typically of average particle size 5 to 15 ⁇ m may be mixed with one or more
- surfactants wetters and one or more dispersants. Typically an excess of water is added to bind
- the agglomerates are typically granulated using one of many techniques including pan
- the wetter and dispersant may either be powder blended with the active ingredient or alternatively blended as an aqueous solution in the water used to aid agglomeration.
- the active ingredient, fillers, wetter and dispersant may also be milled together in one operation prior to the addition of water.
- a WG formulation to be acceptable an additional requirement is that the said granules should readily disperse in water back to the primary dispersed particle size within a short period.
- This property is known as dispersibility and in describing the current invention it is measured as the time taken for granules to disperse back to primary particle size in water under a standard degree of agitation. A dispersion time of less than one minute is desirable,
- the granules should also have good suspensibility. Suspensibility is typically tested using CIPAC MT 15.1. Above 80% is a desirable result, less than 60% is generally regarded as undesirable. In many cases when testing granules a so-called maximum surface coverage result is often obtained. This is where the suspensibility results reach a maximum level then plateau. Adding more dispersant will 0 not generally improve the result. This phenomenon is thought to be due to the particle size distribution of the material. Usually there is a given number of particles which are of such a size that they will settle regardless of type and concentration of dispersant.
- the granules should have low wet sieve retention.
- Wet sieve retention is typically 5 tested using CIPAC MT 59.3.
- For the 150 ⁇ m sieve less than 0.1 % retained material is desirable. Less than 0.02% is more desirable.
- 53 ⁇ m sieve less than 0.6% is desirable, anything less than this is more desirable.
- a further desirable property of a WG formulation is that the granules should be non-dusty and resistant to attrition. This is often a property of the method of granulation used and the level of compaction there obtained. Often there is an observed tradeoff between the dispersibility properties of a WG formulation and the level of compaction and attrition resistance. Attrition resistance may be measured by subjecting granules to a set degree of agitation and measuring the level of smaller particles generated by means of passing through sieves of various sizes.
- Storage stability may be tested by storage at 50 degrees celsius and tested as above at 1 month and 3 month intervals to determine if any properties have changed significantly.
- the granules should maintain these properties on storage. Surprisingly, it has been
- dispersants such as those described herein are not as susceptible to deterioration in
- the alternating copolymer dispersants herein described may be combined with surfactant wetting agents selected from the classes comprising alkylpolysaccharides, dialkyl and
- the wetting agent may be combined in such
- formulations at a rate in excess of 1% w/w and preferably less than 3% w/w. Most preferred
- alklypolysaccharide class of wetting agents are alkylpolyglucosides derived from
- dialkylsulphosuccinate class are sodium or potassium salts of dicyclohexyl, diisooctyl and di-n-
- insoluble porous silicate carriers are ethoxylated surfactants loaded onto carriers such as TERIC
- complexes are urea adducts of alcohol ethoxylate surfactants such as TERWET 7050 (Orica
- WP wetters such as alkylnaphthalene sulphonate salts and lignosulphonate salts have been found to show poor storage stability.
- a humectant may also be included.
- a dispersion is formed
- the dispersion is then milled by any one of several means of wet milling so that the mean particle size of the dispersed solid is below 5 ⁇ m more typically in the range of from 1 to 3 ⁇ m.
- the resulting product is known as a millbase and may be modified with additives
- SC's generally require good viscosity and storage stability. Storage stability is usually assessed
- copolymers are suitable. When used alone, some dispersant copolymer derivatives give a
- the dispersant copolymers are used synergistically with other known dispersants in some cases.
- Example 1 A Simazine 900g/kg WG formulation of the following composition was prepared.
- the dispersant used was the sodium salt of an alternating copolymer of alphamethylstyrene and
- maleic anhydride of approximate molecular weight 30,000 to 40,000.
- the granules were prepared by blending the solids with sufficient weight of water such as to give
- the resulting granulator were then dried by means of a fluid bed drier back to a water content of approximately 0.5% w/w.
- the resulting WG was tested for dispersibility by recording the time in seconds required for total
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used
- Example 3 A WG formulation was prepared and tested as described in Example 1 with the dispersant used
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used being the sodium salt of an alphamethylstyrene: maleic anhydride: methacrylic acid terpolymer of approximate molecular weight 30,000-40,000, prepared using 10 mole percent methacrylic
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used being the sodium salt of an alphamethylstyrene: maleic anhydride:methacrylic acid terpolymer
- a WG formulation was prepared and tested as described in Example 1 with the dispersant used
- a WG formulation was prepared and tested as described in Example 1 with the dispersant
- a Simazine 900g/kg WG formulation of the following composition was prepared.
- the dispersant used was an alkylnaphthalene formaldehyde condensate salt, SCS 2258 (ICI
- a Simazine 900g/kg WG formulation of the following composition was prepared.
- the dispersant used was a sodium salt of an alternating copolymer of alphamethylstyrene and
- Simazine 900g/kg WG formulation of the following composition was prepared. Simazine tech. (98% w/w) 91.8 % w/w
- the dispersant used was the sodium salt of a 1 : 1 (mole ratio) copolymer of styrene and maleic
- a Simazine 900g/kg WG formulation was prepared and tested in the manner described in
- Example 6 with the dispersant being the sodium salt of a copolymer of n-octene and maleic
- a Simazine 900g/kg WG formulation was prepared and tested in the manner described in
- Example 6 with the dispersant being the sodium salt of a copolymer of n-decene and maleic
- a Simazine 900g/kg WG formulation of the following composition was prepared.
- ATPLUS G73050 1.5 (now sold under the Trade Mark TERWET 7050, Orica Australia Pty Ltd)
- dispersant used was the sodium salt an alternating copolymer of alphamethyl
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of an alternating copolymer of alphamethylstyrene and maleic
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene and maleic anhydride of
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene .and maleic anhydride used at
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene and maleic anhydride used at
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene and maleic anhydride used at
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene and maleic anhydride used at
- a simazine 900 g/Kg WG formulation was prepared and tested as in Example 15 where the
- dispersant was the sodium salt of a copolymer of diisobutylene .and maleic anhydride used at
- a Simazine 900g/kg WP formulation of the following composition was prepared.
- ATPLUS G73050 1.5 (now sold under the Trade Mark TERWET 7050, Orica Australia Pty Ltd)
- dispersant used was the sodium salt an alternating copolymer of alphamethyl
- Atrazine tech. (98% w/w) 91.8 % w/w
- a Diuron 900g/kg WG formulation of the following composition was prepared.
- dispersant used was the sodium salt of an alternating copolymer of
- a Simazine 900g/kg WG formulation of the following composition was prepared.
- the wetting agent was the sodium salt
- dicyclohexylsulphosuccinate used at 1.5 % w/w and kaolin was used at 0% w/w.
- wetting agent used was the sodium salt of monocyclohexylsulphosuccinate
- wetting agent used was ECOTERIC AS 20 (Orica Australia Pty Ltd), .an
- alkylpolysaccharide used at 1.5% w/w on active strength. (The product comes as a 50%
- wetting agent used was TERIC 157 (Orica Australia Pty Ltd) a nonionic
- a Simazine 900 g/Kg WG formulation was prepared and tested as described in Example 26 excepting that the wetting agent used was MORWET EFW (Witco Corp) a sulphonated aromatic based wetter at 1.5% w/w. The results shown in TABLE 1.
- the dispersant used was the sodium salt of an alternating copolymer of alpha methylstyrene
- the SC was prepared by dissolving the monoethylene glycol,
- Dynomill laboratory scale bead mill to give a suitable particle size distribution of > 98 % of
- the invention also includes all of the steps, features, compositions and compounds referred to or indicated in this specification, individually or collectively, and any and all
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
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Abstract
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU10099/99A AU735584B2 (en) | 1997-10-14 | 1998-10-14 | Method and composition |
US09/529,479 US6339043B1 (en) | 1997-10-14 | 1998-10-14 | Method and composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AUPO9765A AUPO976597A0 (en) | 1997-10-14 | 1997-10-14 | Method and composition (I) |
AUPO9765 | 1997-10-14 |
Publications (1)
Publication Number | Publication Date |
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WO1999018785A1 true WO1999018785A1 (fr) | 1999-04-22 |
Family
ID=3804045
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/AU1998/000852 WO1999018785A1 (fr) | 1997-10-14 | 1998-10-14 | Methode et composition |
Country Status (4)
Country | Link |
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US (1) | US6339043B1 (fr) |
AU (1) | AUPO976597A0 (fr) |
WO (1) | WO1999018785A1 (fr) |
ZA (1) | ZA989398B (fr) |
Cited By (12)
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WO2000060942A1 (fr) * | 1999-04-12 | 2000-10-19 | Imperial Chemical Industries Plc | Formulations agrochimiques |
WO2002058471A1 (fr) * | 2001-01-26 | 2002-08-01 | Basf Aktiengesellschaft | Melanges liquides contenant du metazachlore |
WO2002062139A1 (fr) * | 2001-01-26 | 2002-08-15 | Basf Aktiengesellschaft | Melanges aqueux de substances ayant une action sur les vegetaux, stabilises par des polymeres |
WO2003043420A1 (fr) * | 2001-11-21 | 2003-05-30 | Basf Aktiengesellschaft | Utilisation de copolymeres specifiques en tant qu'adjuvants, et agents conçus pour le domaine agrotechnique |
WO2015116716A1 (fr) * | 2014-01-29 | 2015-08-06 | Verdesian Life Sciences, Llc | Adjuvants pour régulateurs de croissance des plantes |
US9738565B2 (en) | 2012-08-13 | 2017-08-22 | Verdesian Life Sciences, Llc | Method of reducing atmospheric ammonia in livestock and poultry containment facilities |
US9961922B2 (en) | 2012-10-15 | 2018-05-08 | Verdesian Life Sciences, Llc | Animal feed and/or water amendments for lowering ammonia concentrations in animal excrement |
US10059636B2 (en) | 2013-08-27 | 2018-08-28 | Verdesian Life Sciences, Llc | Pesticide product including polyanionic polymers |
US10519070B2 (en) | 2014-05-21 | 2019-12-31 | Verdesian Life Sciences U.S., Llc | Polymer soil treatment compositions including humic acids |
US10737988B2 (en) | 2013-09-05 | 2020-08-11 | Verdasian Life Sciences U.S., LLC | Polymer-boric acid compositions |
US10822487B2 (en) | 2014-05-22 | 2020-11-03 | Verdesian Life Sciences Llc | Polymeric compositions |
US11254620B2 (en) | 2013-08-05 | 2022-02-22 | Verdesian Life Sciences U.S., Llc | Micronutrient-enhanced polymeric seed coatings |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AUPO976797A0 (en) * | 1997-10-14 | 1997-11-06 | Orica Australia Pty Ltd | Method and composition (III) |
FR2792546B1 (fr) * | 1999-04-26 | 2003-01-03 | Rhodia Chimie Sa | Composition solide comprenant au moins un tensioactif a bas point de fusion |
US7135436B2 (en) | 2003-05-05 | 2006-11-14 | J.F. Daley International, Ltd. | Solid algicide, preparation and usage in recirculating water |
US8133919B2 (en) * | 2004-09-16 | 2012-03-13 | Accelegrow Technologies, Inc. | Dry fertilizer with growth hormone-containing formulation and methods of use and making |
WO2023234920A1 (fr) * | 2022-05-31 | 2023-12-07 | Dow Global Technologies Llc | Compositions de lutte contre les nuisibles |
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EP0471214A1 (fr) * | 1990-08-01 | 1992-02-19 | BASF Aktiengesellschaft | Agents dispersants pour compositions de coloration |
US5423999A (en) * | 1992-07-01 | 1995-06-13 | Coatex S.A. | Stable aqueous suspensions of zeolites, methods of producing same, and use of the suspensions |
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CH639006A5 (de) | 1977-07-11 | 1983-10-31 | Rohner Ag | Verfahren zum herstellen von in waessrigen und/oder organischen medien leicht dispergierbaren, konzentrierten praeparaten von in wasser schwerloeslichen bis unloeslichen wirksubstanzen. |
US4435383A (en) * | 1980-09-05 | 1984-03-06 | E. I. Du Pont De Nemours And Company | Slow release pesticide formulations |
JPH0229641B2 (ja) | 1982-01-30 | 1990-07-02 | Dai Ichi Kogyo Seiyaku Co Ltd | Suichuhokaiseinoryokonaryujonoyakusoseibutsu |
FR2545325A1 (fr) | 1983-05-06 | 1984-11-09 | Sedagri | Granules de substances solides a activite phytopharmaceutique et leur procede de preparation |
JPH0676283B2 (ja) | 1985-04-12 | 1994-09-28 | 花王株式会社 | 粒状の農園芸水和剤組成物 |
FR2581323B1 (fr) | 1985-05-06 | 1987-05-29 | Rhone Poulenc Spec Chim | Nouvelle composition tensio-active, son procede d'obtention et ses applications |
JPH0699245B2 (ja) | 1985-08-09 | 1994-12-07 | クミアイ化学工業株式会社 | 粒状水和性農薬組成物 |
JP2955397B2 (ja) | 1991-05-23 | 1999-10-04 | 北興化学工業株式会社 | 水懸濁状農薬製剤 |
JPH0867843A (ja) * | 1994-08-31 | 1996-03-12 | Kao Corp | インクジェット記録用水系インク |
-
1997
- 1997-10-14 AU AUPO9765A patent/AUPO976597A0/en not_active Abandoned
-
1998
- 1998-10-14 ZA ZA989398A patent/ZA989398B/xx unknown
- 1998-10-14 WO PCT/AU1998/000852 patent/WO1999018785A1/fr active IP Right Grant
- 1998-10-14 US US09/529,479 patent/US6339043B1/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0471214A1 (fr) * | 1990-08-01 | 1992-02-19 | BASF Aktiengesellschaft | Agents dispersants pour compositions de coloration |
US5423999A (en) * | 1992-07-01 | 1995-06-13 | Coatex S.A. | Stable aqueous suspensions of zeolites, methods of producing same, and use of the suspensions |
US5474702A (en) * | 1992-07-01 | 1995-12-12 | Coatex, S.A. | Stable aqueous suspensions of zeolites, methods of producing same, and use of the suspensions |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000060942A1 (fr) * | 1999-04-12 | 2000-10-19 | Imperial Chemical Industries Plc | Formulations agrochimiques |
US6677399B2 (en) | 1999-04-12 | 2004-01-13 | Imperial Chemical Industries Plc | Agrochemical formulations |
WO2002058471A1 (fr) * | 2001-01-26 | 2002-08-01 | Basf Aktiengesellschaft | Melanges liquides contenant du metazachlore |
WO2002062139A1 (fr) * | 2001-01-26 | 2002-08-15 | Basf Aktiengesellschaft | Melanges aqueux de substances ayant une action sur les vegetaux, stabilises par des polymeres |
WO2003043420A1 (fr) * | 2001-11-21 | 2003-05-30 | Basf Aktiengesellschaft | Utilisation de copolymeres specifiques en tant qu'adjuvants, et agents conçus pour le domaine agrotechnique |
US9738565B2 (en) | 2012-08-13 | 2017-08-22 | Verdesian Life Sciences, Llc | Method of reducing atmospheric ammonia in livestock and poultry containment facilities |
US9961922B2 (en) | 2012-10-15 | 2018-05-08 | Verdesian Life Sciences, Llc | Animal feed and/or water amendments for lowering ammonia concentrations in animal excrement |
US11254620B2 (en) | 2013-08-05 | 2022-02-22 | Verdesian Life Sciences U.S., Llc | Micronutrient-enhanced polymeric seed coatings |
US10059636B2 (en) | 2013-08-27 | 2018-08-28 | Verdesian Life Sciences, Llc | Pesticide product including polyanionic polymers |
US10065896B2 (en) | 2013-08-27 | 2018-09-04 | Verdesian Life Sciences, Llc | Seed product having polyanionic polymers |
US10173941B2 (en) | 2013-08-27 | 2019-01-08 | Verdesian Life Sciences, Llc | Fertilizers with polyanionic polymers and method of applying polyanionic polymer to plants |
US10377680B2 (en) | 2013-08-27 | 2019-08-13 | Verdesian Life Sciences, Llc | Polyanionic polymers |
US10737988B2 (en) | 2013-09-05 | 2020-08-11 | Verdasian Life Sciences U.S., LLC | Polymer-boric acid compositions |
WO2015116716A1 (fr) * | 2014-01-29 | 2015-08-06 | Verdesian Life Sciences, Llc | Adjuvants pour régulateurs de croissance des plantes |
US10519070B2 (en) | 2014-05-21 | 2019-12-31 | Verdesian Life Sciences U.S., Llc | Polymer soil treatment compositions including humic acids |
US10822487B2 (en) | 2014-05-22 | 2020-11-03 | Verdesian Life Sciences Llc | Polymeric compositions |
Also Published As
Publication number | Publication date |
---|---|
ZA989398B (en) | 1999-04-15 |
AUPO976597A0 (en) | 1997-11-06 |
US6339043B1 (en) | 2002-01-15 |
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